A striking entry sets the tone with a black-and-white harlequin marble floor foyer and hall spilling into the main living area, where large-format Calacatta Gold floors extend through the kitchen and living spaces. Rich, solid wood custom-made floor-to-ceiling paneling wraps the living and dining room walls, complemented by cove crown molding and hand-crafted ceiling beams. Curated lighting fixtures finished in gilded gold leaf elevate the interiors with architectural distinction throughout this penthouse-style space, casting a warm, refined glow.
Hardware selections, ranging from fluted pulls to vintage door knockers, are crafted in solid brass and serve as both decorative and functional highlights, adorning the custom wood cabinetry and eight-paneled solid wood high-gloss lacquered doors.
The kitchen balances form and performance, featuring custom-built solid wood cabinetry with integrated lighting above and below, a peninsula of touch-latch lower cabinets facing the living area, and an adjacent beverage center. Pure quartzite stone countertops, a solid brass bridge faucet, and a paneled Fisher & Paykel refrigerator marry beauty with functionality, completing this design-forward culinary space. A full laundry is discreetly housed behind custom millwork in the kitchen.
The primary suite offers complete visual harmony and luxurious comfort. Ebony-toned herringbone wood floors run underfoot, with black high-gloss interior doors and custom closet systems clad in solid wood and quartzite. A bespoke floating vanity sits just outside the en-suite spa-like bath. Plate glass mirrors showcase the all-marble space, which includes a walk-in glass shower enclosure with multiple showerheads, including a rain fixture and handheld, and a floating solid wood vanity with quartzite counters and solid brass fixtures.
The second bedroom, equally refined, features Oxford gray grasscloth wallcoverings and a custom-framed window. Brass hardware adorns the closet doors. Adjacent, the secondary bath continues the theme of luxury with handcrafted black marble flooring, a soaking tub with marble surround, a floating vanity, and a handcrafted custom gold faucet by Phylich that provides a bespoke finish.
A screened private balcony extends the living space outdoors, offering views of lush gardens, the community pool, and Lake Osceola beyond.
Additional features include an assigned covered parking space and access to a private storage unit. The Cloisters offers a comprehensive suite of amenities, including onsite property management, elevators, ample guest parking, a putting green, heated pool, private lake access, resident boat slips via lottery, two fitness centers with dry sauna, and a newly renovated clubhouse with full kitchen and bath.
Located just a short stroll from the boutiques, dining, and cultural offerings of Park Avenue and Rollins College, this boutique residence delivers custom new-construction quality, unmatched design, and an ultra-rare walkable lakefront lifestyle.
| Price | $1,195,000 | |
| Bedrooms | 2 | |
| Full Baths | 2 | |
| Half Baths | 0 | |
| Total Baths | 2 | |
| Property Style | Contemporary | |
| Property Type | Residential | |
| Sub type | Condominium | |
| MLS Sub type | Condominium | |
| Features | Crown Molding, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments | |
| Exterior Features | Lighting, Rain Gutters, Sliding Doors | |
| Year Built | 1971 | |
| Subdivision | CLOISTERS CONDO | |
| View | Garden, Pool, Water | |
| Roof | Membrane, Tile | |
| Waterfront | LAKE OSCEOLA | |
| Heating | Central, Electric | |
| Foundation | Slab | |
| Lot Description | City Lot, Landscaped, Near Golf Course, Near Public Transit, Sidewalk | |
| Laundry Features | In Kitchen, Inside, Laundry Closet | |
| Parking Description | Assigned, Circular Driveway, Covered, Ground Level, Guest | |
| Association Name | Laura Fadok | |
| Directions | Starting at S Park Ave & E Fairbanks Ave in Winter Park, FL 32789, head north on S Park Ave toward W Comstock Ave. Turn right onto E Morse Blvd, then turn right onto S Interlachen Ave. Finally, turn left and The Cloisters will be on the left. | |
| County | Orange | |
| Latitude | 28.597275 | |
| Longitude | -81.347843 | |
| Market Area | 32789 – Winter Park | |
| Address | 100 S INTERLACHEN AVENUE #404, WINTER PARK, FL 32789 | |
| Unit | 404 | |
| Postal Code | 32789 | |
| City | WINTER PARK | |
| State | FL | |
| Country | United States | |
| Listing Office | PREMIER SOTHEBY’S INTL. REALTY | |
| Listing Office Phone | 407-644-3295 | |
| Listing Agent | Drew Henner | |
| Listing Agent Phone | 407-406-0662 | |
| Special listing conditions | None | |
| Ownership | Condominium | |
| Terms | Cash, Conventional | |
| Elementary School | Audubon Park K8 | |
| Middle School | Audubon Park K-8 | |
| High School | Winter Park High | |
| Days on market | 113 | |
| MLS Status | Active | |
| Listing Date | Aug 22, 2025 | |
| Listing Last Modified | Dec 13, 2025 | |
| Tax ID | 062230141704040 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 7805 | |
| MLS Area | 32789 – Winter Park | |
| MLS # | O6330566 | |
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